Mike, I would hang on to the boat if at all possible. When you want to replace it five years from now, all of her contemporaries will be that much older, require that much more, and maybe not that much cheaper than their actual selling prices now.
How about this? A move South in stages, as he said. First stop, Chesapeake Bay. If you leave the boat here, you can store it at Piney Narrows in a covered slip for about what you are spending in NY, I suspect. I will keep an eye on it, visit it regularly and make sure everything is okay. This is a good place to boat from, and the season is a little longer than up North. Easy access by air.
Next stop- Tidewater, VA. Again, covered storage available, nice place to boat from, etc. Easy access by air.
Next? NC or SC- not sure enough on the geography. But you can work your way South and either end up with the boat in Mexico, or close enough to Mexico that you get a lot of use out of it, like on the Gulf Coast, maybe?
I think wherever you go, to preserve her condition and your investment, you should have the boat in covered slips if at all possible.
Other alternative- move her North to the Great Lakes, like he said, and store indoors. She will be fine when you take her out. Sure, there will be some dry seals, but if everything is properly put away, you should be able to put her back in service with a minimum of difficulty. You would save on haulouts, for sure, and have a clean bottom when you started boating again.
Good luck with this. We would hate to see you give up Brigadoon, one of the nicer 53s I have ever seen, and equipped with a very cool name in the bargain.
